The First Time – Shemale Sex Stories

Sunday, April 8th, 2007

Kate heard the bell ring from downstairs and dashed to the

mirror. The reflected image betrayed no flaws. The lipstick was

red and thickly applied, giving the pouting lips a playful glow.

The green eyes were right too– the dark eyebrows thinly plucked,

the long lashes batting with plenty of body and dark promise, the

eyes themselves clear, bright and green as polished emeralds. No

eyeshadow though– the Teacher thought that eyeshadow on Kate

gave a too-mature look and Kate was only sixteen. Cheeks were

smooth, with a complexion that was clear but for the inevitable

freckles of an Irish redhead. Delicate fingers dabbed tempting

perfume on pulse points and behind pink earlobes as the face

observed itself. Kate drew back the healthy mane of thick auburn

hair into a manageable ponytail, the practised hands smoothing

down the errant tresses into the big bowed red ribbon.

Too girlish? Kate wondered, then left the bow in place. Teacher

liked the girlish look and Kate always strove to make the Teacher

happy. It was the only way to get by from day to day. The sight

check continued as Kate inspected the skimpy garments that

clothed the small, lithe teenaged body. They weren’t as sleazy

as what Kate might be made to wear, that what for sure. The

others had to wear such slutty things– crotchless panties,

garter belts, fishnet stockings and open-nippled brassieres.

Maybe I ought to be grateful, thought Kate. What looked back in

the full-length mirror wasn’t too slutty. Just a matching bra

and panty set, pretty bright blue. And they weren’t silk or

anything– just Hanes For Her. The panties were French-cut and

rested high on the hips, clinging tightly to Kate’s curvy tight

midsection and butt– simple and perfectly appropriate for a girl

of sixteen. And the bra wasn’t some bullet contraption. Not

that Kate could fill that out, with an embarrassingly small set of

32A breasts. No, the bra was just a soft blue cotton thing

without wiring or teasing lifts. All it did was cover the small

pert things and give them a little definition and the smallest

shapely lift. All in all, Kate looked just like any average-to-

cute looking high school girl in her undies. No cheerleader, but

not desperate for a boyfriend either. And certainly not some

streetwalker. No, there was nothing unusual with what stared back

in the mirror, was there?

There was if the starer was really a boy, Kate thought bitterly.

The little cock thrummed in the chastity belt defiantly, if

impotently. But the crafty construction of the Teacher’s

equipment refused to let the small cock out of its imprisonment.

No surprise– it hadn’t for eight months, ever since it had been

locked on. Kate sighed, then banished the taboo thoughts. The

Teacher had once explained to Kate the simple, too-obvious fact

that it didn’t do any good to think such thoughts.

“These thoughts, they don’t make you feel good, do they? And

your situation certainly isn’t going to change, so it doesn’t do

you any good, does it Kate?” Teacher was always so clear in his

explanations, everything so darn unarguable.

“Well, no sir,” Kate answered simply. But a frown broke

involuntarily over Kate’s lips, the kind that came even when ever

effort was being made to behave, to accept.

“Kate, your thoughts are not APPROPRIATE for a proper young lady.

You are a pretty, well spoken girl with a very pleasing attitude

most of the time. Now, I will see a happy smile on your face

now– frowns will give you wrinkles and don’t do a thing for

boys.”

And so Kate smiled brightly, especially at the mention of boys.

Boys, boys, boys. Everything was about boys and being

appropriate. And there was the real desire to act appropriately

and an all-the-time fear lurking deep down of boys NOT being

attracted to Kate, Kate’s smile, Kate’s face, Kate’s body,

everything Kate.

And now it was the Time. That was why Kate felt so nervous, so

flighty, so scared. Kate remembered a time when thinking wasn’t

so hard, so difficult. The drugs and hypnosis and physchological

training and disciplining had all forced changes on Kate in the

last eight months, robbing the subject of independence of thought

or even trying to think.

“Pretty girls don’t think– they just smile, Kate. Understand?”

the Teacher had told Kate, who replied with a big bright smile.

Oh yes, Kate understood. Especially after a question had been

asked. It had been a simple one– “Why are you doing this to

me?” and the answer had been an injection. Hours later, Kate

awoke nervous and silly and without any thought other than to

NEVER, EVER to ask a question like that again.

After that, the rest seemed to come in a rush. The dressing

lessons, the make-up lessons, the manners lessons, the hygiene

training, the constant body-shaping aerobics exercising, and all

the rest. All of it was accepted without questioning of any kind

by Kate. Questions would mean big words, big thoughts that

weren’t appropriate for a girl like Kate.

There were conversations, though. With the Teacher. He would

ask questions and the answers would seem to spring out of Kate’s

mouth, words that came so easily that they seemed to be put there

by the Teacher himself. And once Kate had dreamed that there

were words that broke the silence of sleeptime, words that Kate

would use when awake. But that must have been a dream indeed.

“Do you like math, Kate?” the Teacher would ask.

Kate would cast eyes down, smile foolishly. The auburn mane

would shake “no” and Kate would giggle. “Math is just for boys,

Sir.”

“Do you like sports, Kate?” The voice was so calm, so reassuring.

Kate always knew when the right answers were coming out.

Again, the long auburn hair shaking. “Sports are so icky, Sir!”

“But I bet sports interest you a little, doesn’t it Kate?”

Kate grinned. “Football is fun– to watch, I mean. Not to play.

Football players are so handsome.” Was that answer right?

The Teacher smiled. “But you wouldn’t like to play football,

would you Kate?”

A vapid giggle and a shake of that straight long lustrous auburn

hair.

“What would you like to do, Kate?” the voice asked curiously.

Kate folded the small hands, unconsciously checking the pink

polish of the three inch nails. “Well, Sir, I would like to make

myself pretty with the makeup you gave me and bake cookies for

boys, just like I learned.”

The Teacher patted the auburn hair and Kate knew that the right

answer was given. “Of course you would my dear, and so you

shall.”

There were more conversations like that. As the weeks went on,

Kate learned what were the right answers and what were the wrong

answers. Also learned were the things that mattered most– like

keeping nails polished, keeping dress hems from rising too high,

to keeping hair arranged perfectly. Learning when to smile

brightly and when to listen respectfully. Discovering how to

walk like a lady in the high heels Kate was given, careful always

to walk by swinging the hips, not bending the knees. How to keep

arms up and always away from the body. Oh, it was all so very

important, the Teacher said. Otherwise, people would be so

disappointed in pretty Kate and we wouldn’t want that would we?

Oh, no, Kate mused, I know I wouldn’t want that! Because when

Kate didn’t give the right answer, it didn’t take the Teacher

long at all to take Kate over his knee. The teenager hated

waiting while he yanked up the skirt and peeled down the panties.

It seemed to take forever as he raised his hand and then let it

fall hard and fast on Kate’s bare smooth butt. The number of

spanks depended on just how wrong Kate’s answer was. At first,

the answers were painfully wrong. But after awhile, Kate

learned, really learned, to give the right answers.

Because you couldn’t just pretend to give the right answer. The

Teacher seemed to know just what was in Kate’s head (again those

voices at night drifting in and out in the dark!) and if the

right answer wasn’t given without so much a second’s hesitation,

gosh, Kate was soon looking at the floor as the Teacher began

“correction.”

Oh, but the bell was ringing, the little tinkling bell outside.

Kate had to hurry, to make sure everything was right. The First

Time was ever so important, the Teacher said! Kate nervously

checked the legs and underarms for hairs missed in shaving, the

eyebrow not perfectly straight, the uneven patch of too-dry skin.

Oh, it was maddening, all the details you needed to be aware of

when you were a teenage girl! Especially for the First Time!

And gosh, when you had been a boy to start with, it took extra

work, like the Teacher said!

Downstairs, in another part of the Teacher’s gracious suburban

home, two men spoke. One, a distinguished looking man of perhaps

fifty smoked a pipe and thoughtfully listened to his guest. He

wore an expensive well-worn herringbone jacket which he

frequently investigated for more pipe tobacco. The man speaking

was handsome, thirty, and in a good mood. From his casual dress,

well-defined physique and confident demeanor, he might have

passed for a polite bouncer at a successful and upscale

nightclub.

“So,” the younger man continued, flexing an arm, “the subject is

prepared to your satisfaction?”

The older man grinned reassuringly. He nodded, the pipe never

leaving his mouth.

“I see. Well, tell me, what should I look for in terms of

problems or deviations from what you said I should expect?” The

younger man pressed, deliberately if delicately. His numerous

negotiations in Asia had taught him the necessity of bringing up

all details before closing a deal.

The older man hooked his thumbs into the lapels of the English

herringbone. He liked to wear it in the late afternoons in the

Fall on days like this. It was a pleasure wearing a jacket like

this. Maybe that’s why it seemed so appropriate to what he did.

Looking in the other man’s eyes, he answered the question for the

hundredth time. He could calm all their fears by now by

patiently explanation almost by rote.

“Well,” he began slowly, “Kate has been disabused of any notion

that ’she’ is a boy. The chastity belt allows her to relieve

herself, but doesn’t allow for arousal. This will cause her pain

as I suspect arousal will occur at some future time,” he skipped

over this as a feral gleam escaped from his guests eyes, “but she

will learn to accommodate it.”

“How?” demanded the guest sharply. All questions must be

answered.

“Why, through three factors, actually. First, pharmacologically,

her body chemistry has been altered. This was necessary in order

to begin the growth of her breasts. There is now more estrogen

that testosterone in the blood mix and she is now capable of

generating her own estrogen rather than injections. This

alteration will stymie penile arousal while igniting the

physchological factor.”

“Which is?”

“Which-” he paused, clearly perturbed by being interrupted and

showing so,” has been implanted through neural nets and hypno-

physchosis. These processes have supplanted many natural

impulses and behavior vis a vis the male and female gender.

Kate’s value system has been rearranged so to speak, the blocks

of values previously held now in a different pattern, this having

been effected through the nets and hypno-processes.”

Rather than interrupt again, the younger man shook his head in

confusion.

The older man smiled. “All this means,” he waved his hands as if

to wave away the confusion, “is that whereas eight months ago

Kate was a boy, with all the natural inclinations and desires of

a fifteen year old boy, he is now she, a sixteen year old girl–

with all the inhibitions and feelings of a teenage girl.”

“All?” pressed the other with a wicked smile.

“Oh, yes. Well, most. It is impossible to erase all the male

identity. But that is why the Maslow’s Hierarchy of Needs is

such an important concept for you to understand in this regard.

You’re familiar with it?”

The man scratched his head. “I can tell you the price of

microchips in Singapore, but I confess, it has been awhile since

I was back here at Elgin, sir. I don’t recall what it is, but it

sounds familiar.”

The older man’s eyes rolled in disappointment. “We take such

care in devising this cirriculim for you boys, but–ah, well!

Maslow was a clinical physchologist who discovered that within

each of us is a series of needs which we need to satisfy on our

way to self-actualization, a term which basically means complete

satisfaction with our existence.

The basics are, as you would expect, food, shelter, clothing, and

the like. Next comes what we would think of as physical

pleasure, then wealth and power and so forth. Well, in Kate’s

mind we have displaced the importance of female values with that

of male values. She now values female values as basic survival

values but is attracted toward male attributes in order to self-

actualize. Understand now?”

The quizzical look on the younger man’s face was the silent reply.

“Very simple, you see. Kate finds absolutely none of the mystery

she used to find in things she has been trained to think are

female– things like beauty, grace, the desire to please, the

urge to attract. Those things are lower values, essentially the

price she pays for being what she is now– the price of

admission.”

Comprehension dawned quickly on the business executive’s face and

he nodded for the academic to continue.

“What she secretly longs for and values are what she has been

taught are male attributes– strength, confidence and sureness

of purpose, even selfishness.”

“So she what you’re saying, if I get it, is that Kate isn’t some

prima donna beauty queen now, right?”

“Oh, far from it! She’s attractive, to be sure, but she doesn’t

perceive her beauty to have any value in isolation from a male.

None of what she has to offer has any value without a male to

please with her charms.”

“And there isn’t any boy left in her?”

“There will be a marginal amount, but that is where the third

factor comes into play.”

The man gestured with his finger. “I was going to ask you about

the third. Aren’t the first two sufficient?”

The Headmaster’s eyes widened. “I haven’t educated and trained

juveniles this long without discovering that old fashioned

discipline works as many wonders as modern physchology and

medicine!”

“Very good, I see,” replied the guest. “Well, that takes care of

the subject’s physical, emotional and mental well-being. What

about the legal implications of all this?”

The Headmaster handed him a sheaf of papers in a manila folder,

which his guest slowly paged through as the older man explained.

“The subject is a scholarship student whom the Academy took on as

part of a program with the local authorities. The subject has no

known family, had been hosted by a number of foster homes, and

was dangerously close to being remanded to a county facility for

juvenile delinquents, when accepted here. As a result, the

subject was placed under the legal auspices of the Academy. The

subject was delighted to be here.” The older man smiled archly.

“No surprise there, of course. Were you aware that this is one

of the most exclusive boy’s preparatory schools in the nation?

We can count seven presidents who prepped here and our scholastic

achievements are too numerous to mention. Why our SAT average–”

The younger man cut him off. “Sir, with all due respect, you

forget I prepped here. I am well aware of the Academy’s well-

deserved reputation. Please, please just continue,” he added

smiling.

The older man shrugged. One of the problems of dealing with

youngsters all day was that you could easily forget how to deal

with adults! He chuckled. “Of course, of course. My apologies!

Anyway, it was reported back to the proper county offices and

social workers that the subject was not fitting in well, that in

deed, was causing difficulties for our other students.

Naturally, the social worker who came to investigate the

subject’s disappearance was quite disgusted. When given the

chance to get a first-class education all on scholarship, without

the county having to spend a dime, the fact the subject ran

away was enough to put the whole program into question.”

The younger man was taken aback. “Then you’ve canceled the

program to take these students on scholarship?”

“Not at all,” the older man reassured him. “I reluctantly agreed

to continue the program, which delighted the social worker to no

end. Do you know that the county spends over thirty thousand

dollars a year to– ah, but I am digressing. Back to the point.

Yes, the program continues, but now only under the condition that

the Academy not be plagued by constant visits from the Social

Services Office or regular reports. Elgin Academy graciously

extended the program to accept these hardship students under the

condition that the only nuisance the county be allowed to ask for

is a copy of the subject’s diploma upon graduation.”

The younger man chuckled. “Well, how very convenient,

Headmaster. And how very profitable!”

The older man smiled in shared confidence. “Isn’t it, though?

And with regard to that, I must thank you for your kind

contribution.” A grateful hand was offered, which the executive

took.

“Say, Headmaster, could you turn on the monitor in Kate’s room

like you did the last time I was here?” There was a slight jump

in his deep voice as he made the request. Like a kid taking a

peek at a Christmas present, he thought in guilty excitement.

The prep school headmaster nodded indulgently. “By all means.

Let us see what the dear is up to.” He pulled a key from his

jacket pocket and unlocked the door of the wallmounted wood

cabinet behind him. The opened door revealed a dark monitor.

the academic punched in a code on the monitor console and the

monitor expanded into a technicolor square.

“She’s so damn cute!” The businessman looked at the small figure

on the screen with rapt attention. “And she’s got a figure now–

that was just starting the last time I was here!”

“Yes, Kate is filling out. As I’ve said before, she won’t ever

be a Dolly Parton. In fact, what she’s got is probably all

she’ll ever have, though I haven’t had the heart to break it to

her. Funny, that. At first, she required quite a bit of coaxing

to get her to wear her training bra. She was so– obstreperous.

‘Why do I have to wear a bra?’, ‘I don’t like having breasts’,

‘I’m really a boy’ and all the rest. So ridiculous. But in

time, she’s accepted them, more than that I would say! She’s

been measuring herself every day, becoming ecstatic if she grew a

micrometer! Always reading articles in her copies of Sassy and

Seventeen about breast size and so forth. Look at her– even

now, she’s obsessed with them!”

The screen gave a clear view of what the Headmaster was referring

to. Kate cupped her small breasts, lifting them and looking at

herself in the mirror. Then she dropped her hands and thrust her

chest out like a cadet, an unsatisfied look on her face.

“So damn cute!” repeated the younger man roughly. Then,

recovering himself a bit, turned to the Headmaster. “Sort of

looks like Jodie Foster, don’t you think?” He asked the question

self-consciously, almost self-congratulatory.

“Of course she does, Edgar. After all, that’s what you told me

you wanted in a niece– a thin redhead with a pale complexion,

sharp pretty features, slim hips, small breasts– all you asked

for. I believe you mentioned Jodie Foster as Kate’s physical

model, did you not?”

“Yeah, well I think you’re right.” The younger man’s eyes

narrowed. “Quite a babe that Jodie Foster. Anyway, what has she

been told again?”

“That her uncle is coming for her today and he wants to see how

much his niece has developed. That the last time you set eyes on

her, she was very, very young. That her long-lost uncle is a

very successful businessman who works in Asia. And that if she

is ‘mature’ enough, you’ll take her with you when you go back to

Asia.”

The exec’s eyes were fixed on the feminine figure primping on the

monitor. “It’ll be wonderful to take her over there. The life

of an expatriate is a lonely one and as I mentioned, the AIDS

epidemic is getting quite virulent. It was obvious to me some

eight months ago that the usual company with which I indulged

myself was just getting to dangerous. Risky. Still,” his brow

creased, “to be honest, even now I wonder if a real girl wasn’t

the way to go.”

Headmaster shook his head. “Too expensive, even for you, Edgar.

Besides, I’m sure she please you– except for the genital switch,

there’s not a lot of difference now. And girls are far more

difficult to train. Besides this way you’re helping your alma

mater. Your ‘contribution’ pays off in two ways– it is tax-

deductible plus you enjoy the benefit of a pretty, well-bred

young companion. How else can you both save yourself a great

deal of money, make our library expansion possible and gain such

a delightful traveling partner?” He pointed at the monitor with

his pipe.

Edgar looked sheepish. “I’m so pleased to help the Academy. The

library needed the new wing, Headmaster. I’m honored to be a

part of the continuing success of the school. And delighted to be

part of your special extracurricular program, sir.”

The academic pulled on his herringbone lapels and smiled broadly.

“Anything for an alum of old Elgin! You know this program has

done wonders for our fundraising. It is because of such

supporters like you that our special education program works so

well. Do you remember your classmate John Worthington?”

The younger man nodded. “Good old Jack! How is he? I heard

he’s the youngest ambassador ever appointed to France!”

“Oh yes, we’re quite proud of him at Elgin, as we are of you– I

saw you on the cover of BusinessWeek touting you as the country’s

hottest portfolio manager in the Far East. Anyway, John is going

to France and along with his wife and young son, he is bringing

along a nanny, a certain young lady of seventeen named Samantha.”

The guest tried to trap a chuckle with his hand. “You’re not

suggesting old Jack–”

The Headmaster smiled in amusement. “Let’s just say Samantha, a

lovely brown-haired thing, used to be a young street ruffian

named Sammy or something! Too bad we can’t ‘help’ more of our

former students this way, the school needs so much work.”

“Why not simply ask more alums if they’d be interested?”

The Headmaster shook his head. “Believe it or not Edgar, most

tastes run to the rather ordinary. It takes a very special

person to appreciate a delicacy like Katie or Samantha. And the

gymnasium does need so much repair. I think our basketball team

can have such a superlative season. Ah, but funds are lacking!”

Edgar shrugged. “How much would you need to do a complete

repair?”

The older man scratched his graying head. “Perhaps two million–

at least one.”

Edgar smiled widely. “If Katie is half of what you promise

she’ll be, I think we can find that money, Headmaster!”

“But Edgar, are you offering to donate–???”

“Please sir, I’m successful, but not that successful. However I

have an idea. I’ll call you next year– by that time I’ll know

if it’s feasible.” On that mysterious note, the guest turned

intently on the older man. “I’d like to see what I have bought

now, if that’s all right.”

The Headmaster nodded and pushed a button at his desk. Upstairs

Kate heard the bell again, loud and insistent. “To let her know

her ‘uncle’ is coming up to see her,” the Headmaster explained.

As the two men approached the small locked door, the Headmaster

pressed some small items into the other man’s hands. He put his

hand on the other man’s arm, the powerful biceps bulging under

the casual sports jacket.

“I’ll let you two get acquainted. She’s dressed precisely as you

wished– a pleasant deviation from the usual norm, I must say.

Take as long as you like of course, the she can dress. Her bags

are packed and you can leave with her any time you like. If you

have any problems, contact me at once.” The headmaster gave him

an understanding smile. “The initial training can be sticky, but

she is waiting for you. And as much as she is afraid of you–

and will probably continue to be– she is just as secretly

excited about being your ‘niece’ and everything that goes with

it. Good luck old man, and see you at Homecoming next year.”

With that, the older man walked down the stairs.

The younger man looked at the items in his palm. There were two.

One was a square plastic package that was labeled “Stud Condom–

Ribbed For Extra Pleasure”. The other was a tiny key with a

small tab. It read simply “Kate.” He placed the key carefully

on his keychain, then opened the door.

Kate stood facing him, head bowed but green eyes looking

anxiously at him. Her hands and arms nervously covered her

chest, then with a forced jitter, dropped to her side, exposing

her blue cotton brassiered chest. She chewed her lower lip, then

with a supreme effort, smiled sweetly for her guest.

“Hello, Uncle Edgar. I’m so glad to see you.” The words were

offered like a gift that the giver knew, just knew, wasn’t good

enough, but had to try anyway.

Uncle Edgar closed the door behind him and gestured for Kate to

approach him. With head bowed, she carefully walked over to

present herself to him, her hips swaying slightly, her hands

raised and away from her hips.

“Aren’t you going to give your Uncle a big kiss when I’ve come

from so very far away to see my pretty niece?” he chided her.

She smiled brightly at the compliment then and hoped, just hoped

that she would never ever make her new uncle mad. He seemed so

handsome and so nice. She threw her thin arms up and around his

broad shoulders as best she could (he was so tall!) and, closing

her eyes as taught, offered the red painted pouting lips up for

him to take as he wished. And even as she had hoped it would all

be nice for the First Time she met HIM, she felt his hands

roughly reach down and squeeze her butt hard, then cup her little

breasts. And she was afraid, afraid even though deep in her

beating heart she felt a new warm and dark thrill flowering.

This wouldn’t be the kind of First Time she had expected at all,

as he pressed her down to her knees. She thought, this is a

different kind of First Time, even as he placed her hands on his

thighs and forced the pink nailed fingers around his trouser

zipper. And years later, even after her Uncle Edgar had taught

her so much more, when she thought back to the First Time, Kate

would shiver in terror and delight.

Hong Kong, six months later

Laughter from downstairs. Katie (Uncle Edgar liked ‘Katie’

better than ‘Kate’ so she was now officially ‘Katie’) listened to

the male guffaws without interest. Uncle Edgar had so many

guests over all the time. Anyway, they kept him busy. There was

so much entertaining in Asia. Uncle Edgar said it was part of

doing business. They had been at it for a couple of hours now,

long after the cook and maid had served dinner, cleared the

dishes and left for the night. Katie could smell the cigarette

smoke and the clink of cocktail glasses from the party going on

below, now and then the karaoke machine with the accompanying

Chinese voices.

Anyway, it occupied Uncle Edgar’s time which was o.k. with Katie.

She would have been in bed much sooner (Uncle’s Rule #9: lights

out at 9:00 pm) but his mind was on his guests right now. Maybe

he had even forgotten what day it was, Katie hoped fretfully. So

Katie continued to read quietly, hoping to finish the magazine

she was reading. It was an English copy of “Teen Babe” magazine.

She couldn’t pick up a word of Chinese which wasn’t taught to her

anyway, so she was always excited when Uncle gave her a copy just

in from the overseas packet. She was engrossed in reading an

article called “When To Tease And When To Please,” all about

dating tips. She had been reading it all night, over and over

again. It had just the most super advice, like:

Tease Tip #1 Boys love it just scads when a girl wears tight

pullovers! But remember,

Please Tip #1 Your bra should be easy for him to take off once

he gets underneath that sweater!

Katie blew on her drying red nails and carefully turned the

magazine page and continued reading.

Tease Tip #2 Boys like it when you ask them to do things for

them because you can’t– ‘you’re just a girl’, but

Please Tip #2 Boys don’t like it when you ask too much. Don’t

be a ’space’– remember your place!

Too much reading at one time was beginning to bore her. She

flipped the cover over. A beautiful blonde girl stared up at

her. The model was so hot-looking (‘inappropriate thought’ the

teacher would say! and Uncle wouldn’t say anything; he’d just

take poor Katie over his knee!). But Katie couldn’t help it and

slowly the limp cock stirred. Katie blew on her fingers again and

rolled onto her flat, trim tummy, squashing the growth before the

troublemaker began rubbing itself raw against the metal mesh of

the chastity belt. She emptied her mind of the thoughts then

re-addressed the cover consciously. Yes, the model was pretty.

Yes, Katie bet she had many boyfriends. Once again she was just

another girl, nothing more. The stirring stopped and Katie was

grateful. It was happening less and less but it never went away

entirely. It caused her too many problems. She blew on her

nails again.

“Katie!” It was Uncle Edgar! “I know you’re awake! Get down

here– I want to introduce you to some guests!”

She frowned. “Uh, Uncle, I’m not really dressed,” she pleaded

lamely through the door.

“Now!” Uncle Edgar boomed.

Katie rolled off the bed. She had on a pair of black cotton

panties and a tight cropped red tee shirt that rode high over her

midriff. She grabbed her pink silk kimono top and slipped into

it, tying the waist knot of the sash tight. It only accentuated

her lovely curved hips but Katie was not aware of this as she

sashayed down the steps, obediently smiling.

“Yes, Sir?”

The two Asians were seated on a wide leather couch. One was

older, the other a younger more protege-looking type. They spoke

to each other in rapid, excited Mandarin, smiling and gaping at

her. Her uncle sat across from them in an arm chair. He patted

his knee.

She kept her head bowed and minced over, seating herself daintily

on his knee. His arm encircled her waist, finding a home right

under the band of Katie’s panty’s thin elastic band. Her hands

folded over one another and rested on top of it.

Edgar switched to Mandarin now, though he knew Katie wouldn’t

understand it.

“My little whore, Katie! You like gentlemen?”

The protege smiled widely at first, but held his tongue as the

older Chinese gave a more neutral expression.

“Pretty like your American actress Jodie Foster. But like the

actress, her breasts are small.”

“It can be arranged that they are larger, whatever your needs are

we can accommodate, I assure you!” Edgar patted his ‘niece’s’

knee. Katie squirmed. “Bigger if you like. This one is mine

and I prefer her this way.”

The Chinese nodded, then matched his protege’s smile. “In this

case, I see possibilities. Certain Hong Kong businessmen would

enjoy such a pretty dove as your– niece. And your supply is

secure.” It was a shielded question, not intended to imply

disbelief but to signal it.

Edgar nodded and slapped Katie’s thigh, bringing a brief red rise

from the pale skin. “Mr. Chang, there are more where Katie came

from. All I need is your ordering information and I can

guarantee delivery within eight months. As well as guarantee of a

volume of at least two million US dollars.”

The older Chinese nodded and rose. The younger man did likewise.

As if on pre-arranged cue, the two bowed.

“You have been a most gracious host and your proposition has been

well-received. May I trouble to ask one last question?”

Edgar offered open palms. “Anything, Mr. Chang.”

“Why you do this? You are most wealthy and prosperous. You not

need to trade in these goods.”

Edgar bowed and walked the two to the door. As he showed them

out, he answered. “School pride, Mr. Chang. Chalk it up to an

old b-ball player for Elgin Academy.”

The two Chinese shook their heads, unsure of what the round-eyes

meant, but smiling politely as they bid goodnight. Edgar closed

the door and turned to his niece.

“You probably thought I had forgotten what day it is, didn’t

you?”

Katie’s false smile dissolved. Abruptly, she stood up, hands

folded in front of her. “Uh, no sir. You never forget.”

“Too bad for you, huh Katie?” He took a last swig from his

highball and placed the empty glass on an end table. Then Uncle

Edgar pulled out a sheet of paper from the breast pocket of his

suit jacket and looked it over, holding his hand in his chin as

he contemplated the typed words. He reseated himself in the

armchair. Katie unwillingly positioned herself, standing in

front of her seated uncle.

“Friday, as we both know is Review Day. Since you’re a maturing

girl of sixteen and a half, it is important to make sure you are

growing up correctly. And there are some interesting things on

the list this week. So let’s review the notes I have on you,

Katie. Ah, a note from your teacher, Mrs. Lee at the English

School. It seems you had a run in your stockings on Monday–

very unladylike. Can you explain this?”

Katie remembered– she had bumped up against a desk leg and it

had put a small run in her white stockings. It hadn’t been that

bad. She had repaired it with her nail polish as she had been

taught in the Girl’s Lavatory and hoped her instructors hadn’t

seen it. She had been wrong.

“It was a small run, Uncle Edgar. And if you let me wear

pantyhose, I could have borrowed some from a friend,” Katie

whined.

Uncle Edgar waved the explanation away brusquely. “We’re NOT

going to have that discussion again. Proper young ladies like

you wear stockings and garters– NOT pantyhose! The next thing

would be pants for God’s sakes!” He laughed at that ridiculous

concept. “Next year we can talk about possibly letting you wear

thigh highs, but for now, you’ll be more careful– understand?”

Katie swallowed and nodded. “Yes, Sir.”

“Fine.” He marked the list. “Three spanks for that

indiscretion. Now, I have a note from Ms. Ky, your gymnastics

instructor, that you have received a C- on your half term

routine. Why?”

Katie pulled the kimono tight. “I can’t do splits, Uncle. the

girls can–”

“You mean the OTHER GIRLS can, but you can’t. You’re a girl too,

remember Katie?” His eyes bored into her and she nodded.

“Yes, Uncle, I mean the other girls. But I can’t because of–”

That answer was clearly unacceptable, because Uncle Edgar waved

silence on her. “You’re not practicing enough. You WILL learn

to do a split properly, learn to do the uneven bars and learn to

do cartwheels and flips. You will find that your chastity belt

will allow you to do all this. If not, we’ll see a doctor about

making you physically able to do this. Are we clear?”

Katie grimaced. “Yes, Sir. But,” she smiled brightly, “I did

get a B on my math quiz!”

Uncle Edgar smiled. “Yes, but what good will that do you, Katie?

You’re a girl and girls like you will never be good in math–

it’s a fluke. Besides you spend too much on math. I’m taking

you out of that class. I want you to learn French instead.

Won’t that be fun– French is the language of romance, you

know!”

Katie answered with a doubtful smile.

“Now, a C- deserves, oh, five spanks. Next, I see Mrs. Wong says

when she took you to Kowloon to help her shop, she noticed a

chipped nail!”

Katie nodded, accepting the blame. “yes, Sir. I know I must

keep better care of my nails.”

“Let me see them now,” commanded Uncle Edgar.

She presented her hands, palms down. He held her soft, small

hands, examining hem for flaws. But the nails were a perfect set

of hot pink well-shaped long finger nails. “Since they are in

good shape, just one spank. Now let’s see, we have a total of

nine spanks for this week! Well, very good Katie! That is three

less than last week! Congratulations!”

Katie grinned proudly. Last week’s no-nos had really put the

fear of God into her. Her butt had really paid a price. Fine,

she would only get nine. She could live through it, as long as

there was hope that some day she wouldn’t have any, that someday

she wouldn’t be a she any more! She had hooked her thumbs into

her panties to pull them down and present herself for her weekly

correction, when Uncle Edgar wagged a finger.

“Not yet, sweet thing. There’s one more I left off– because

it’s so especially naughty.”

Katie sucked in a breath as he pulled out a small piece of pink

paper.

“A sheet from your diary, missy. You see, I was reading through

it the other day to make sure you were putting down all your

little thoughts like you’re supposed to and I noticed a page had

been ripped out. I wondered, why would Katie rip a page out–

had she written something inappropriate? But I couldn’t find it.”

He shook his head in mock gravity. “Well, as your uncle, I had

to get to the bottom of it. So I asked Ms. Chan the housekeeper

if she had seen anything like it. And do you know what she told

me?”

Katie’s eyes had widened into watery half-dollars, ready to spill

frightened tears. She nodded sadly.

“Of course you do, because you gave it to her to pass on. Here–

is this yours?” He unfolded the note and handed it to his niece.

Katie regarded it ruefully. What had she been thinking to have

done this?

To Anybody’s Attention,

Please help me! I am being kept as a sex slave by a crazy

businessman named Edgar Stiffington in Hong Kong. He has had me

turned into a girl named Katie and tells people I am his niece,

but I am really a boy! I don’t remember my real name because of

the things they have done to me and I look like a girl, but I am

really a boy! Please help– he makes me do things I don’t like

to do and he punishes me if I don’t do them the way he likes!

I know this sounds crazy, but if you can read this, then you have

to help me!

Uncle Edgar gently pulled the page out of his niece’s hand and

tore it into tiny pieces of confetti. “Too bad Mrs. Chan can’t

read English. Too bad she couldn’t understand what you were

trying to tell her. Oh well– you’ll just have to be punished

for this bit of misbehavior. Too bad. I think eleven spanks are

in order for this– for an even twenty. Go on Katie, you know

what to do.”

Twenty! She hadn’t had that many for many months! But she had

been bad, very, very bad, and she knew she deserved it. Because,

tonight she realized that she WAS Katie, WAS a sixteen and a half

year old girl, and she WAS and would ALWAYS BE her uncle’s

plaything. With a genuine penitence, she slipped off her kimono

top and pulled down her black cotton bikini panties. Trembling,

she draped herself over uncle’s knees. She could already feel

the hard cock underneath his trousers coming to life.

Edgar looked at the nude pale moons in his lap. As he always

did, he effortlessly unhooked Katie’s training bra, pulling the

straps back and leaving her back bare except for the innocent

freckles. Before raising his open palm, he fingered the soft

wires that ran up between her cheeks and around her waspy waist.

A slight tug on it brought a moan from Katie. He grinned.

“Your troublemaker, Katie– it’s what leads you straight into all

this naughtiness! Imagine– you a boy! Why you’re just the

prettiest, sexiest little niece an uncle like me could ever

have!” He raised his palm and dropped it hard on Katie’s rump.

“Bad little girl! I’ll teach you not to think you’re a boy!”

And so the correction continued. And after it was over, her

uncle taught Katie just how to be a good little girl. He was

such a thoughtful man.

For more stories try taboostories.com or
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